2299 Winepol Loop, San Jose, CA 95125
OFF MARKET

2299 Winepol Loop
San Jose, CA 95125

Fairgrounds
  • 2 Beds
  • 2 Baths
  • 1,144 sqft

$798,200

Trulia Estimate
as of Jun 22, 2026
Est. Refi. Payment $4,807/mo*
Refinance Your Home

$798,200

Trulia Estimate
as of Jun 22, 2026
Est. Refi. Payment $4,807/mo*
Refinance Your Home
2 Beds
2 Baths
1,144 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Nestled within the picturesque Spyglass Hill Community of San Jose, this meticulously cared-for home basks in abundant natural light, creating an inviting atmosphere for your family. Offering 2 bedrooms, 2 baths, and 1,144 square feet, this residence is tailored for comfort and convenience. The elegant flooring adds a touch of sophistication while requiring minimal upkeep. Keep clutter at bay with the closet organizer, simplifying daily chores effortlessly. Gather and unwind in the cozy eat-in kitchen, perfect for quality family time. With in unit laundry, stains are no match for your efficiency. The sleek stainless steel appliances elevate the kitchens appeal with a modern flair. Stay cool year-round with the air conditioning and enjoy the convenience of a 2-car tandem garage. Don't hesitate! Schedule your viewing today and envision the endless possibilities this home offers!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from June 13, 2026

Home Highlights

Parking
2 Car Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 2299 Winepol Loop

Interior Features

Interior Details
Number of Rooms: 2Types of Rooms: Dining Room, Family Room
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1144 Square Feet
Appliances & Utilities
Utilities: Public Utilities, Water Public
Heating & Cooling
Heating: Central Forced AirHas CoolingAir Conditioning: Central AirHeating Fuel: Central Forced Air
Gas & Electric
Gas: PublicUtilities
Levels, Entrance, & Accessibility
Stories: 2

Exterior Features

Exterior Home Features
Roof: Composition ConcreteFoundation: Slab
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached
Water & Sewer
Sewer: Public Sewer
Farm & Range
Not Allowed to Raise Horses

Property Information

Year Built
Year Built: 2005
Property Type / Style
Property Type: ResidentialProperty Subtype: Condominium, Residential
Building
Not a New Construction
Property Information
Parcel Number: 45627055

Price & Status

Price
List Price: $898,888

Active Status

MLS Status: Sold

Location

Direction & Address
City: SanJose
School Information
Elementary School District: FranklinMcKinleyElementaryHigh School District: EastSideUnionHighWalk Score: 51

Building

Building Area
Building Area: 1144

HOA

Has an HOA

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: ExclusiveRightToSell

Miscellaneous

Mls Number: ML81963422
Last check for updates: about 6 hours ago
Listed by Blanca Medellin 01425242, (408) 219-0363
eXp Realty of California Inc, (888) 584-9427
Bought with: Saskia Feain 01735617, (408) 306-5288, Intero Real Estate Services, (408) 741-1600
Co-Buyer's Agent: Justin Carrow 01425242, (408) 687-3460, Intero Real Estate Services, (408) 741-1600
Source: MLSListings Inc, MLS#ML81963422

Price History for 2299 Winepol Loop

DatePriceEventSource
06/03/2024$900,000Sold
MLSListings Inc #ML81963422
05/21/2024$898,888PendingMLSListings Inc #ML81963422
05/13/2024$898,888ContingentMLSListings Inc #ML81963422
04/29/2024$898,888Listed For SaleMLSListings Inc #ML81963422
03/10/2021$772,000Sold
N/A
01/13/2021$749,000Listed For SaleAgent Provided
08/28/2012$288,000Sold
N/A
07/28/2006$550,500Sold
N/A

Market trends in San Jose

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.42M
$100KMoM
Sale-to-List Price
102.8%
0.8%MoM
Price per sq ft
$880
$36MoM
Available listings
1675
62MoM
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Property Tax and Assessment

Year2025
Tax$14,038
Assessment$918,000
Home facts updated by county records

Homeowner tools

Estimated monthly rent$3,267/mo
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Homes for rent near 2299 Winepol Loop

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Comparable Sales for 2299 Winepol Loop

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2105 Lindsey Ct, San Jose, CA
0.05
Condo
$850,000
03/05/26
2
2
1,144
2117 Lindsey Ct, San Jose, CA
0.06
Condo
$840,000
03/13/26
2
2
1,144
342 Olive Hill Dr, San Jose, CA
0.03
Condo
$858,000
11/20/25
2
2
1,340
2174 Sunstruck Ct, San Jose, CA
0.11
Condo
$780,000
07/02/25
2
2
1,144
2342 Winepol Loop, San Jose, CA
0.03
Condo
$900,001
08/07/25
2
2.5
1,368
2296 Almaden Rd #B, San Jose, CA
0.62
Condo
$675,000
01/15/26
2
2
1,163
2212 Almaden Rd #A, San Jose, CA
0.61
Condo
$560,000
05/15/26
2
2
1,163

Nearby homes

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Assigned Schools

These are the assigned schools for 2299 Winepol Loop.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Fairgrounds
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Fairgrounds

At least 280 Trulia users voted on each feature.

  • 85 % Say there are sidewalks

  • 75 % Say it's dog friendly

  • 75 % Say car is needed

  • 62 % Say it's walkable to grocery stores

  • 60 % Say streets are well-lit

  • 59 % Say there's holiday spirit

  • 57 % Say it's walkable to restaurants

  • 54 % Say kids play outside

  • 54 % Say yards are well-kept

  • 50 % Say they plan to stay for at least 5 years

  • 47 % Say it's quiet

  • 46 % Say people would walk alone at night

  • 41 % Say parking is easy

  • 41 % Say neighbors are friendly

  • 33 % Say there's wildlife

  • 24 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Nancy Guevara
    "There is a lot of traffic, everywhere. The city has gotten a lot more congested over time. From San Jose to Mountain View 45min to an hour."
    0
    Flag
  • Trulia User
    "Keeping it a safe place for kids. Driving at the correct speed! Schools are near by! There is two sides too willow glen the good and the bad."
    0
    Flag
  • Trulia User
    "it's Bay area traffic. not too bad with 87 close but busy at rush hour. quick access to Downtown and a Willow Glen"
    0
    Flag
  • Trulia User
    "Easy connection to Caltrain and VTA Lightrail as well as buses. Schedules run late until midnights, even during weekends. Plenty of parking but wouldn’t recommend parking to late in the evening."
    0
    Flag
  • Trulia User
    "Overall quiet, safe neighborhood. Family friendly, close, neighborhood where neighbors care about their properties. "
    2
    Flag
  • Trulia User
    "we have block yard sales. we have fun all day. every body helps each other out. we look out for each others kids dogs cats house cars and packages. "
    1
    Flag
  • Trulia User
    "fourth of July the neighborhood watch especially the school events also the holidays around this area is very festive"
    0
    Flag
  • Trulia User
    "Knowing neighbors my whole life and nearby restaurants. Also traffic isn’t that bad. I’m close to the freeway "
    1
    Flag
  • Trulia User
    "There's a park near the entrance to the neighborhood, there are children's playgrounds, basketball court, and bbq pits & tables. There have been numerous small parties and some sports on the field. Many times, we have gathered on certain holidays to watch fireworks, enjoy a bonfire, pass by with walking cute & exotic dogs, and sometimes participate with HOA in Open House availabilities."
    0
    Flag
  • Trulia User
    "The park is great on Esfahan Dr. Lots of families in the area and people walking dogs. Most people try to walk keeping social distance in mind. "
    0
    Flag
  • Trulia User
    "lived near on alma , went to school in willow glen , it’s alright tight roads and some bumpy. Other than that some criminal activity has happened the past years. But a nice looking neighborhood. "
    4
    Flag
  • Trulia User
    "Tons of unhoused encampments. Sometimes they take dogs. Dogs go missing here all the time. Nextdoor is helpful to posting lost & found."
    0
    Flag
  • Ihuei801
    "I just moved in this area. It’s quiet and pretty. Easy access to downtown and restaurants.I am excited to live here."
    14
    Flag
  • Tinesha R. M.
    "Not the best area to raise small children as there are not local play grounds. Chateau La Salle is ideal foe a family"
    4
    Flag
  • Caballeroacr
    "Typical Bay Area traffic. About an hour (6 am, ETA 7) plus in the mornings to travel 30 or so miles north on the 101. "
    2
    Flag
  • Angelica R.
    "there are none. it is not one of those types of communities. everyone just sticks to themselves. communities like that are only on tv"
    8
    Flag
  • Valeraaay
    "Diverse community and everyone is happy with where they live. People are happy and help each other out"
    5
    Flag
  • Toni M.
    "I would not recommend the vicinity I currently live in to families. The criminal element is too pervasive for security for child ren and families."
    20
    Flag
  • Mammysboy17
    "It’s not a bad neighborhood people that live here are friendly. But lots of Rif-RAF and bums walking around. Lots of traffic work"
    18
    Flag
  • Raeidjan
    "safe community and surrounding areas lovely neighborhood as well as friendly people and good schools around the area "
    4
    Flag
  • James V.
    "There is nothing really attractive about the Area there is mostly commercial businesses .i live in a mobile home park."
    0
    Flag
  • Jack K.
    "Too much construction (extended). I. The direct flight path of the airport, and right next to the railroad tracks. You get used to it, and the homes are new and over 2k sq ft. Just depends if you can live life in paradise in the hood. "
    5
    Flag
  • Efrain V.
    "like to see people walking around the neighborhood with their dogs. it's sad when the renters don't let you have a dog. "
    2
    Flag
  • MT
    "Good area for families. Homeless person occasionally walk the area and do live adjacent to the main thoroughfare "
    1
    Flag
  • Csichley
    "Long drive in traffic driving myself solo in my car. 1 hour to go 35 miles at least, easily longer in afternoon. the commute and traffic is the major reason I want to leave the area. traffic getting to and from work and traffic on the weekends....you can't get a break. "
    0
    Flag
  • Aventu40
    "Friendly people and great service and quiet location for friends and family food here nice enjoy it thanks for the service "
    13
    Flag
  • Cary
    "Homeless encampments under overpasses and around property boundaries is a common issue. Wild animals (skunks, possoms, coyotes) come out at night. Be sure to bring your pets in at night if you love them."
    0
    Flag
  • Ladyrhiannonn
    "i was born and raised in san jose. I n general California has become very expensive and highly overated."
    7
    Flag
  • Richard G.
    "The area is dog friendly and has things for dogs to do."
    3
    Flag
  • Richard G.
    "Moderately easy access to the freeways and Main Street."
    0
    Flag
  • Richard G.
    "There are fun activities, carnival rides, and concerts at the fairgrounds."
    0
    Flag
  • Nicole G.
    "Lots of walking trails and other dog owners. There's wildlife for fun-loving dogs to chase and plenty of scenery for dog owners to enjoy."
    1
    Flag
  • Nicole G.
    "Downtown San Jose is just a five-minute drive away! It's congested, but close to major freeways and public transportation."
    0
    Flag
  • Nicole G.
    "It is expanding and becoming more family friendly with many newly constructed homes. Downtown Willow Glen is close by, and Communications Hill is great for walking and scenery."
    1
    Flag

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Homes for sale near 2299 Winepol Loop

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Off Market Homes Near 2299 Winepol Loop

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Based on information from the MLSListings MLS as of 2026-06-22 04:55:38 PDT. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
2299 Winepol Loop, San Jose, CA 95125 is a 2 bedroom, 2 bathroom, 1,144 sqft condo built in 2005. 2299 Winepol Loop is located in Fairgrounds, San Jose. This property is not currently available for sale. 2299 Winepol Loop was last sold on Jun 3, 2024 for $900,000 (0% higher than the asking price of $898,888). The current Trulia Estimate for 2299 Winepol Loop is $798,200.